CA2023630A1 - Use of toremifene and its metabolites for the reversal of multidrug resistance of cancer cells against cytotoxic drugs - Google Patents
Use of toremifene and its metabolites for the reversal of multidrug resistance of cancer cells against cytotoxic drugsInfo
- Publication number
- CA2023630A1 CA2023630A1 CA002023630A CA2023630A CA2023630A1 CA 2023630 A1 CA2023630 A1 CA 2023630A1 CA 002023630 A CA002023630 A CA 002023630A CA 2023630 A CA2023630 A CA 2023630A CA 2023630 A1 CA2023630 A1 CA 2023630A1
- Authority
- CA
- Canada
- Prior art keywords
- toremifene
- reversal
- cancer cells
- multidrug resistance
- metabolites
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 206010028980 Neoplasm Diseases 0.000 title abstract 3
- 201000011510 cancer Diseases 0.000 title abstract 3
- 231100000433 cytotoxic Toxicity 0.000 title abstract 2
- 230000001472 cytotoxic effect Effects 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title abstract 2
- 239000002207 metabolite Substances 0.000 title abstract 2
- 230000036457 multidrug resistance Effects 0.000 title abstract 2
- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 title abstract 2
- 229960005026 toremifene Drugs 0.000 title abstract 2
- OIUCUUXSMIJSEB-QPLCGJKRSA-N 4-[(z)-4-chloro-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC(O)=CC=1)=C(\CCCl)C1=CC=CC=C1 OIUCUUXSMIJSEB-QPLCGJKRSA-N 0.000 abstract 1
- WKJKBQYEFAFHCY-IZHYLOQSSA-N N-desmethyltoremifene Chemical compound C1=CC(OCCNC)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 WKJKBQYEFAFHCY-IZHYLOQSSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229940127089 cytotoxic agent Drugs 0.000 abstract 1
- 239000002254 cytotoxic agent Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
- A61K31/06—Phenols the aromatic ring being substituted by nitro groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
A compound comprising toremifene or its metabolite N-demethyltoremifene or 4-hydroxytoremifene, or a non-toxic pharmaceutically acceptable salt thereof may be used for the reversal of multidrug resistance of cancer cells to cytotoxic drugs in the treatment of cancer with at least one cytotoxic drug.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/397,551 US4990538A (en) | 1989-08-23 | 1989-08-23 | Use of toremifene and its metabolites for the reversal of multidrug resistance of cancer cells against cytotoxic drugs |
US397,551 | 1989-08-23 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2023630A1 true CA2023630A1 (en) | 1991-02-24 |
CA2023630C CA2023630C (en) | 2002-02-19 |
Family
ID=23571649
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002023630A Expired - Lifetime CA2023630C (en) | 1989-08-23 | 1990-08-20 | Use of toremifene and its metabolites for the reversal of multidrug resistance of cancer cells against cytotoxic drugs |
Country Status (11)
Country | Link |
---|---|
US (1) | US4990538A (en) |
EP (1) | EP0415623A3 (en) |
JP (1) | JP3186759B2 (en) |
KR (1) | KR0171893B1 (en) |
AU (1) | AU633954B2 (en) |
CA (1) | CA2023630C (en) |
HU (1) | HU215913B (en) |
IE (1) | IE67639B1 (en) |
NZ (1) | NZ234999A (en) |
PH (1) | PH27064A (en) |
ZA (1) | ZA906670B (en) |
Families Citing this family (52)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5491173A (en) * | 1982-06-25 | 1996-02-13 | Orion-Yhtyma Oy | Tri-phenyl alkene derivatives and their preparation and use |
US5114951A (en) * | 1989-04-11 | 1992-05-19 | Burroughs Wellcome Company | Agents for combating multiple drug resistance |
US5162581A (en) * | 1989-05-29 | 1992-11-10 | Takaru Shuzo Co., Ltd. | Crystalline deoxyspergualin, process for its preparation and suppository containing the same |
GB8914060D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
GB8914062D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
GB8914061D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
GB8914040D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
US5114919A (en) * | 1990-02-26 | 1992-05-19 | Merck & Co., Inc. | Adjuncts in cancer chemotherapy |
ITRM910192A1 (en) * | 1990-04-03 | 1991-10-04 | American Cyanamid Co | METHOD FOR INVERTING THE RESISTANCE TO BISANTRENE MEDIATED BY P-GLYCOPROTEINS. |
US6515009B1 (en) * | 1991-09-27 | 2003-02-04 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
US5811447A (en) * | 1993-01-28 | 1998-09-22 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
ATE142879T1 (en) * | 1992-02-06 | 1996-10-15 | Merrell Pharma Inc | RESOLUTION OF MULTI-DRUG RESISTANCE BY TETRAARYLETHYLENE |
GB9207437D0 (en) * | 1992-04-03 | 1992-05-20 | Orion Yhtymae Oy | Topical administration of toremifene and its metabolites |
US6395494B1 (en) | 1993-05-13 | 2002-05-28 | Neorx Corporation | Method to determine TGF-β |
US6251920B1 (en) | 1993-05-13 | 2001-06-26 | Neorx Corporation | Prevention and treatment of cardiovascular pathologies |
US5770609A (en) * | 1993-01-28 | 1998-06-23 | Neorx Corporation | Prevention and treatment of cardiovascular pathologies |
US6306421B1 (en) | 1992-09-25 | 2001-10-23 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
US5840319A (en) * | 1992-10-08 | 1998-11-24 | Alakhov; Valery Yu | Biological agent compositions |
US6093391A (en) * | 1992-10-08 | 2000-07-25 | Supratek Pharma, Inc. | Peptide copolymer compositions |
US5886049A (en) | 1992-10-27 | 1999-03-23 | Nippon Kayaku Kabushiki Kaisha | Remedy for autoimmune diseases |
WO1994009764A1 (en) * | 1992-10-27 | 1994-05-11 | Nippon Kayaku Kabushiki Kaisha | Use of non steroidal anti estrogens for autoimmune diseases |
US5595722A (en) * | 1993-01-28 | 1997-01-21 | Neorx Corporation | Method for identifying an agent which increases TGF-beta levels |
US6491938B2 (en) | 1993-05-13 | 2002-12-10 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
US6663881B2 (en) | 1993-01-28 | 2003-12-16 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
US5981568A (en) | 1993-01-28 | 1999-11-09 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
JPH08510451A (en) * | 1993-05-13 | 1996-11-05 | ネオルックス コーポレイション | Prevention and treatment of pathogenesis associated with hyperproliferative smooth muscle cells |
US6197789B1 (en) | 1995-06-07 | 2001-03-06 | Neorx Corporation | Prevention and treatment of cardiovascular pathologies with tamoxifen analogues |
US5504074A (en) * | 1993-08-06 | 1996-04-02 | Children's Medical Center Corporation | Estrogenic compounds as anti-angiogenic agents |
US5436243A (en) * | 1993-11-17 | 1995-07-25 | Research Triangle Institute Duke University | Aminoanthraquinone derivatives to combat multidrug resistance |
US5432168A (en) * | 1993-12-27 | 1995-07-11 | University Of Manitoba | Method of treatment of hormone-unresponsive metastatic prostate cancer |
US5650425A (en) * | 1994-04-04 | 1997-07-22 | Pharmos Corporation | Permanently ionic derivatives of steroid hormones and their antagonists |
US5571687A (en) * | 1994-06-07 | 1996-11-05 | Duke University | Modulators of multidrug resistance transporters |
US20030083733A1 (en) * | 1997-10-10 | 2003-05-01 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
US6099562A (en) * | 1996-06-13 | 2000-08-08 | Schneider (Usa) Inc. | Drug coating with topcoat |
US20020091433A1 (en) * | 1995-04-19 | 2002-07-11 | Ni Ding | Drug release coated stent |
US5837313A (en) * | 1995-04-19 | 1998-11-17 | Schneider (Usa) Inc | Drug release stent coating process |
US5767113A (en) * | 1995-05-10 | 1998-06-16 | The Salk Institute For Biological Studies | Compounds useful for concurrently activating glucocorticoid-induced response and reducing multidrug resistance |
US5852033A (en) * | 1995-06-29 | 1998-12-22 | Pharma Mar, S.A. | Methods of treatment using lamellarin-class alkaloids |
AU6959898A (en) | 1997-04-11 | 1998-11-11 | David J. Grainger | Compounds and therapies for the prevention of vascular and non-vascular pathol ogies |
US20040092602A1 (en) * | 1998-05-07 | 2004-05-13 | Steiner Mitchell S. | Method for treatment and chemoprevention of prostate cancer |
US20030130316A1 (en) * | 2000-03-20 | 2003-07-10 | Steiner Mitchell S. | Method for chemoprevention of prostate cancer |
US6413533B1 (en) | 1998-05-07 | 2002-07-02 | The University Of Tennessee Research Corporation | Method for chemoprevention of prostate cancer |
US6413534B1 (en) | 1998-05-07 | 2002-07-02 | The University Of Tennessee Research Corporation | Method for chemoprevention of prostate cancer |
HRP20000729A2 (en) * | 1998-05-07 | 2001-06-30 | Univ Tennessee Res Corp | A method for chemoprevention of prostate cancer |
US20040176470A1 (en) * | 1998-05-07 | 2004-09-09 | Steiner Mitchell S. | Method for treatment and chemoprevention of prostate cancer |
US6632447B1 (en) | 1998-05-07 | 2003-10-14 | The University Of Tennessee Research Corporation | Method for chemoprevention of prostate cancer |
KR20010080254A (en) * | 1998-11-26 | 2001-08-22 | 야마구찌 다까시 | Medicinal compositions for periodic administration |
US6613083B2 (en) * | 2001-05-02 | 2003-09-02 | Eckhard Alt | Stent device and method |
US20080249183A1 (en) * | 2001-11-29 | 2008-10-09 | Steiner Mitchell S | Treatment of androgen-deprivation induced osteoporosis |
US20060270641A1 (en) * | 2005-05-31 | 2006-11-30 | Steiner Mitchell S | Method for chemoprevention of prostate cancer |
US10201589B2 (en) | 2013-12-11 | 2019-02-12 | University Of Massachusetts | Compositions and methods for treating disease using Salmonella T3SS effector protein (SipA) |
WO2016106146A1 (en) | 2014-12-23 | 2016-06-30 | The Regents Of The University Of California | Methods for immunomodulation of cancer and infectious disease therapy |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0680016B2 (en) * | 1984-08-02 | 1994-10-12 | ラブリ−,フエルナンド | Pharmaceutical composition for combined treatment of hormone-dependent cancer |
-
1989
- 1989-08-23 US US07/397,551 patent/US4990538A/en not_active Expired - Lifetime
-
1990
- 1990-08-20 AU AU61133/90A patent/AU633954B2/en not_active Ceased
- 1990-08-20 CA CA002023630A patent/CA2023630C/en not_active Expired - Lifetime
- 1990-08-21 NZ NZ234999A patent/NZ234999A/en unknown
- 1990-08-21 EP EP19900309119 patent/EP0415623A3/en not_active Withdrawn
- 1990-08-21 JP JP22092690A patent/JP3186759B2/en not_active Expired - Fee Related
- 1990-08-22 HU HU905276A patent/HU215913B/en not_active IP Right Cessation
- 1990-08-22 ZA ZA906670A patent/ZA906670B/en unknown
- 1990-08-22 KR KR1019900012981A patent/KR0171893B1/en not_active Expired - Fee Related
- 1990-08-22 IE IE304490A patent/IE67639B1/en not_active IP Right Cessation
- 1990-08-23 PH PH41068A patent/PH27064A/en unknown
Also Published As
Publication number | Publication date |
---|---|
KR0171893B1 (en) | 1999-02-01 |
ZA906670B (en) | 1991-06-26 |
IE67639B1 (en) | 1996-04-17 |
PH27064A (en) | 1993-02-01 |
US4990538A (en) | 1991-02-05 |
JP3186759B2 (en) | 2001-07-11 |
HU905276D0 (en) | 1991-02-28 |
KR910004185A (en) | 1991-03-28 |
NZ234999A (en) | 1997-06-24 |
AU6113390A (en) | 1991-02-28 |
AU633954B2 (en) | 1993-02-11 |
JPH03163015A (en) | 1991-07-15 |
EP0415623A3 (en) | 1991-04-03 |
HUT58511A (en) | 1992-03-30 |
HU215913B (en) | 1999-03-29 |
IE903044A1 (en) | 1991-02-27 |
EP0415623A2 (en) | 1991-03-06 |
CA2023630C (en) | 2002-02-19 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed | ||
MKEC | Expiry (correction) | ||
MKEC | Expiry (correction) |
Effective date: 20121202 |